Penicipenoids A-G, antioxidant and anti-inflammatory cadinane sesquiterpenoids with rearranged carbon skeletons from the marine sponge symbiotic Penicillium sp. 5975.
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| Autores principales: | , , , , , , , , |
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| Formato: | Artículo científico |
| Lenguaje: | en |
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Chinese journal of natural medicines
2026
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| _version_ | 1868266053591629825 |
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| author | Xie, Dongdong Li, Peihai Zhang, Lu Shang, Ruyi Li, Jiaxin Liu, Kechun Lin, Houwen Wang, Shuping Jiao, Weihua |
| author_facet | Xie, Dongdong Li, Peihai Zhang, Lu Shang, Ruyi Li, Jiaxin Liu, Kechun Lin, Houwen Wang, Shuping Jiao, Weihua Xie, Dongdong Li, Peihai Zhang, Lu Shang, Ruyi Li, Jiaxin Liu, Kechun Lin, Houwen Wang, Shuping Jiao, Weihua |
| collection | PubMed - marine biology |
| contents | Penicipenoids A-G, antioxidant and anti-inflammatory cadinane sesquiterpenoids with rearranged carbon skeletons from the marine sponge symbiotic Penicillium sp. 5975. Xie, Dongdong Li, Peihai Zhang, Lu Shang, Ruyi Li, Jiaxin Liu, Kechun Lin, Houwen Wang, Shuping Jiao, Weihua Animals Penicillium Porifera Zebrafish Antioxidants Anti-Inflammatory Agents Polycyclic Sesquiterpenes Molecular Structure Sesquiterpenes Seven new sesquiterpenes, named penicipenoids A-G (1-7), were isolated from rice-based fermentation cultures of the marine sponge-derived fungus Penicillium sp. 5975, together with ten known analogues (8-17). Their structures were elucidated using high-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance (NMR) spectroscopy, supported by single-crystal X-ray diffraction analysis and electronic circular dichroism (ECD) calculations. Penicipenoid A (1) features an unprecedented sesquiterpene scaffold characterized by a tricyclo[4.4.10]hendecane core. Penicipenoid D (4) contains an unusual furan substructure within the cadinane-type sesquiterpenoid class, while penicipenoid F (6) represents a rare norsesquiterpene derivative lacking the carbon atom at the C-7 position. The in vivo anti-oxidant and anti-inflammatory effects of these compounds were evaluated using transgenic fluorescent zebrafish models. Penicipenoids A-C (1-3) exhibited anti-oxidant activity in metronidazole (MTZ)-treated transgenic zebrafish embryos, whereas penicipenoid E (5) demonstrated potent anti-inflammatory activity in CuSO-induced transgenic fluorescent zebrafish embryos. |
| format | Artículo científico |
| id | pubmed_42062035 |
| institution | PubMed |
| language | en |
| publishDate | 2026 |
| publisher | Chinese journal of natural medicines |
| record_format | pubmed |
| spellingShingle | Penicipenoids A-G, antioxidant and anti-inflammatory cadinane sesquiterpenoids with rearranged carbon skeletons from the marine sponge symbiotic Penicillium sp. 5975. Xie, Dongdong Li, Peihai Zhang, Lu Shang, Ruyi Li, Jiaxin Liu, Kechun Lin, Houwen Wang, Shuping Jiao, Weihua Animals Penicillium Porifera Zebrafish Antioxidants Anti-Inflammatory Agents Polycyclic Sesquiterpenes Molecular Structure Sesquiterpenes Penicipenoids A-G, antioxidant and anti-inflammatory cadinane sesquiterpenoids with rearranged carbon skeletons from the marine sponge symbiotic Penicillium sp. 5975. Xie, Dongdong Li, Peihai Zhang, Lu Shang, Ruyi Li, Jiaxin Liu, Kechun Lin, Houwen Wang, Shuping Jiao, Weihua Animals Penicillium Porifera Zebrafish Antioxidants Anti-Inflammatory Agents Polycyclic Sesquiterpenes Molecular Structure Sesquiterpenes Seven new sesquiterpenes, named penicipenoids A-G (1-7), were isolated from rice-based fermentation cultures of the marine sponge-derived fungus Penicillium sp. 5975, together with ten known analogues (8-17). Their structures were elucidated using high-resolution mass spectrometry (HR-MS) and nuclear magnetic resonance (NMR) spectroscopy, supported by single-crystal X-ray diffraction analysis and electronic circular dichroism (ECD) calculations. Penicipenoid A (1) features an unprecedented sesquiterpene scaffold characterized by a tricyclo[4.4.10]hendecane core. Penicipenoid D (4) contains an unusual furan substructure within the cadinane-type sesquiterpenoid class, while penicipenoid F (6) represents a rare norsesquiterpene derivative lacking the carbon atom at the C-7 position. The in vivo anti-oxidant and anti-inflammatory effects of these compounds were evaluated using transgenic fluorescent zebrafish models. Penicipenoids A-C (1-3) exhibited anti-oxidant activity in metronidazole (MTZ)-treated transgenic zebrafish embryos, whereas penicipenoid E (5) demonstrated potent anti-inflammatory activity in CuSO-induced transgenic fluorescent zebrafish embryos. |
| title | Penicipenoids A-G, antioxidant and anti-inflammatory cadinane sesquiterpenoids with rearranged carbon skeletons from the marine sponge symbiotic Penicillium sp. 5975. |
| topic | Animals Penicillium Porifera Zebrafish Antioxidants Anti-Inflammatory Agents Polycyclic Sesquiterpenes Molecular Structure Sesquiterpenes |
| url | https://pubmed.ncbi.nlm.nih.gov/42062035/ |